Photochemical macrocyclization: synthesis of lactones, lactames, ethers and thioethers

Oelgemoeller, M., Griesbeck, A.G., Kramer, W., and Nerowski, F. (1998) Photochemical macrocyclization: synthesis of lactones, lactames, ethers and thioethers. Journal of Information Recording, 24. pp. 87-94.

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Abstract

The triplet-sensitized photodecarboxylation of w-phthalimido potassium carboxylates was developed as an efficient and chemoselective method for the formation of macrocyclic ring systems such as azacycloalkanes (2, 4), lactones (6, 8), cyclic ethers (10a), cyclic thioethers (10b-d), crown ethers (12), and lactames (14a-f). MTM-incorporated lactones (16a-b) and cyclodipeptides (18a-c) were synthesized by a similar concept using the thioether functionality as the electron donating group.


Item ID:	29902
Item Type:	Article (Research - C1)
ISSN:	1025-6008
Keywords:	decarboxylation; photoinduced electron transfer; macrocyclization; photochemistry
Date Deposited:	28 Oct 2013 02:49
FoR Codes:	03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030503 Organic Chemical Synthesis @ 60% 03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030505 Physical Organic Chemistry @ 40%
SEO Codes:	97 EXPANDING KNOWLEDGE > 970103 Expanding Knowledge in the Chemical Sciences @ 100%
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